EP0194887A2 - Festes kosmetisches Präparat - Google Patents
Festes kosmetisches Präparat Download PDFInfo
- Publication number
- EP0194887A2 EP0194887A2 EP86301827A EP86301827A EP0194887A2 EP 0194887 A2 EP0194887 A2 EP 0194887A2 EP 86301827 A EP86301827 A EP 86301827A EP 86301827 A EP86301827 A EP 86301827A EP 0194887 A2 EP0194887 A2 EP 0194887A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- cosmetic preparation
- solid cosmetic
- fatty acid
- saturated
- triglyceride
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 238000002360 preparation method Methods 0.000 title claims abstract description 71
- 239000002537 cosmetic Substances 0.000 title claims abstract description 48
- 239000007787 solid Substances 0.000 title claims abstract description 42
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 35
- 239000000194 fatty acid Substances 0.000 claims abstract description 35
- 229930195729 fatty acid Natural products 0.000 claims abstract description 35
- 150000004665 fatty acids Chemical group 0.000 claims abstract description 30
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 claims abstract description 27
- 239000000203 mixture Substances 0.000 claims abstract description 25
- -1 C24 fatty acids Chemical class 0.000 claims abstract description 23
- 239000002253 acid Substances 0.000 claims abstract description 18
- 125000004432 carbon atom Chemical group C* 0.000 claims description 35
- 125000000217 alkyl group Chemical group 0.000 claims description 14
- GPLRAVKSCUXZTP-UHFFFAOYSA-N diglycerol Chemical compound OCC(O)COCC(O)CO GPLRAVKSCUXZTP-UHFFFAOYSA-N 0.000 claims description 12
- 235000021122 unsaturated fatty acids Nutrition 0.000 claims description 9
- 150000004670 unsaturated fatty acids Chemical class 0.000 claims description 9
- 150000003626 triacylglycerols Chemical class 0.000 claims description 8
- 125000005472 straight-chain saturated fatty acid group Chemical group 0.000 claims description 6
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- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 9
- 230000000694 effects Effects 0.000 description 9
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- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 4
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- 239000004359 castor oil Substances 0.000 description 4
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- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 4
- 239000004006 olive oil Substances 0.000 description 4
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- 239000000047 product Substances 0.000 description 4
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- PRAKJMSDJKAYCZ-UHFFFAOYSA-N squalane Chemical compound CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 description 4
- 238000003860 storage Methods 0.000 description 4
- 239000004367 Lipase Substances 0.000 description 3
- 102000004882 Lipase Human genes 0.000 description 3
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- 238000000465 moulding Methods 0.000 description 3
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- 239000003813 safflower oil Substances 0.000 description 3
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- 239000004204 candelilla wax Substances 0.000 description 2
- 235000013868 candelilla wax Nutrition 0.000 description 2
- 229940073532 candelilla wax Drugs 0.000 description 2
- 239000004203 carnauba wax Substances 0.000 description 2
- 235000013869 carnauba wax Nutrition 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 2
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- IUJAMGNYPWYUPM-UHFFFAOYSA-N hentriacontane Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCC IUJAMGNYPWYUPM-UHFFFAOYSA-N 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
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- 230000008018 melting Effects 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000004200 microcrystalline wax Substances 0.000 description 2
- 235000019808 microcrystalline wax Nutrition 0.000 description 2
- JXTPJDDICSTXJX-UHFFFAOYSA-N n-Triacontane Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC JXTPJDDICSTXJX-UHFFFAOYSA-N 0.000 description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 2
- 239000012188 paraffin wax Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 229920002545 silicone oil Polymers 0.000 description 2
- 229940032094 squalane Drugs 0.000 description 2
- 229940099259 vaseline Drugs 0.000 description 2
- DSEKYWAQQVUQTP-XEWMWGOFSA-N (2r,4r,4as,6as,6as,6br,8ar,12ar,14as,14bs)-2-hydroxy-4,4a,6a,6b,8a,11,11,14a-octamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1h-picen-3-one Chemical compound C([C@H]1[C@]2(C)CC[C@@]34C)C(C)(C)CC[C@]1(C)CC[C@]2(C)[C@H]4CC[C@@]1(C)[C@H]3C[C@@H](O)C(=O)[C@@H]1C DSEKYWAQQVUQTP-XEWMWGOFSA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- YNXFWNKTAOTVGR-UHFFFAOYSA-N 2-pentylnonanoic acid Chemical class CCCCCCCC(C(O)=O)CCCCC YNXFWNKTAOTVGR-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 206010016275 Fear Diseases 0.000 description 1
- 239000004166 Lanolin Substances 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- 229920002367 Polyisobutene Polymers 0.000 description 1
- 235000019484 Rapeseed oil Nutrition 0.000 description 1
- 241000303962 Rhizopus delemar Species 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 244000299461 Theobroma cacao Species 0.000 description 1
- 235000005764 Theobroma cacao ssp. cacao Nutrition 0.000 description 1
- 235000005767 Theobroma cacao ssp. sphaerocarpum Nutrition 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 235000020661 alpha-linolenic acid Nutrition 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000010775 animal oil Substances 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 239000002260 anti-inflammatory agent Substances 0.000 description 1
- 230000003064 anti-oxidating effect Effects 0.000 description 1
- VQLYBLABXAHUDN-UHFFFAOYSA-N bis(4-fluorophenyl)-methyl-(1,2,4-triazol-1-ylmethyl)silane;methyl n-(1h-benzimidazol-2-yl)carbamate Chemical compound C1=CC=C2NC(NC(=O)OC)=NC2=C1.C=1C=C(F)C=CC=1[Si](C=1C=CC(F)=CC=1)(C)CN1C=NC=N1 VQLYBLABXAHUDN-UHFFFAOYSA-N 0.000 description 1
- 230000036760 body temperature Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 235000014121 butter Nutrition 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 235000001046 cacaotero Nutrition 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000012185 ceresin wax Substances 0.000 description 1
- 235000012000 cholesterol Nutrition 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 229910001651 emery Inorganic materials 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 235000021323 fish oil Nutrition 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 239000008240 homogeneous mixture Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
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- 238000010348 incorporation Methods 0.000 description 1
- 239000001023 inorganic pigment Substances 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 239000012182 japan wax Substances 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
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- 125000005481 linolenic acid group Chemical group 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
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- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 238000000199 molecular distillation Methods 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
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- 235000009566 rice Nutrition 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 230000000638 stimulation Effects 0.000 description 1
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- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
- C11C3/04—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils
- C11C3/10—Ester interchange
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/345—Alcohols containing more than one hydroxy group
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
- A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/63—Steroids; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/02—Preparations containing skin colorants, e.g. pigments
- A61Q1/04—Preparations containing skin colorants, e.g. pigments for lips
- A61Q1/06—Lipsticks
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/02—Preparations containing skin colorants, e.g. pigments
- A61Q1/10—Preparations containing skin colorants, e.g. pigments for eyes, e.g. eyeliner, mascara
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/12—Face or body powders for grooming, adorning or absorbing
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
- C11C3/04—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils
- C11C3/08—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils with fatty acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
- A61K2800/87—Application Devices; Containers; Packaging
- A61K2800/872—Pencils; Crayons; Felt-tip pens
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S424/00—Drug, bio-affecting and body treating compositions
- Y10S424/05—Stick
Definitions
- the present invention relates to a solid cosmetic preparation, specifically to a solid cosmetic preparation comprising a plastic fat mainly consisting of a mixed acid triglyceride of a straight-chain saturated fatty acid having 20 or more carbon atoms and an unsaturated fatty acid having 16 to 22 carbon atoms which contains, as the constituent fatty acids, 30 to 70 wt.% of said saturated fatty acid having 20 or more carbon atoms and 20 to 60 wt.% of said unsaturated fatty acid having 16 to 22 carbon atoms.
- Representative solid cosmetic preparations include bar-like ones such as lipsticks, lip cream, foundation sticks, and stick pomade; pencil-like ones such as eyebrow pencils and eyeliner pencils; pressed powders such as foundation, eye shadow, and rouge; and oily cake-like ones.
- conventional oily cosmetic preparations are those containing a powder dispersed in a mixed system of a-solid fat such as carnauba wax, candelilla wax, ceresin, microcrystalline wax, hardened animal or vegetable oil, or beeswax, with a liquid or semi-liquid oil such as castor oil, olive oil, jojoba oil, squalane, a synthetic ester oil, silicone oil, liquid paraffin, or vaseline.
- a-solid fat such as carnauba wax, candelilla wax, ceresin, microcrystalline wax, hardened animal or vegetable oil, or beeswax
- a liquid or semi-liquid oil such as castor oil, olive oil, jojoba oil, squalane, a synthetic ester oil, silicone oil, liquid paraffin, or vaseline.
- an excellent cosmetic preparation can be obtained by blending, in its formulation, a plastic fat mainly consisting of a mixed acid triglyceride of a straight-chain saturated fatty acid having 20 or more carbon atoms and an unsaturated fatty acid having 16 to 22 carbon atoms which contains, as the constituent fatty acids, said saturated fatty acid having 20 or'more carbon atoms and said unsaturated fatty acid having 16 to 22 carbon atoms.
- a solid cosmetic preparation according to the invention comprises a fat and oil composition, called also a plastic fat, comprising (1) as the main triglyceride one or more mixed acid triglyceride having one or two straight, saturated C20 to C26, preferably C20 to C24, fatty acid residues and one or two unsaturated C16 to C22 fatty acid residues in a molecule thereof and (2) comprising in the entire fatty acid moiety 15 to 70 wt.% of one or more saturated C20 to C26, preferably C20 to C24, fatty acids and 20 to 60 wt.% of one or more unsaturated C16 to C22 fatty acids. It is useful as a base of a solid cosmetic preparation.
- said composition comprises 30 to 70 wt.%, more preferably 40 to 65 wt.%, of one or more saturated fatty acids having 20 or above, especially 20 to 24, carbon atoms. It is also preferable that the unsaturated fatty acids are contained in an amount of 25 to 50 wt.% in the composition.
- a preferable embodiment of the solid cosmetic preparation comprises 0.1 to 80 percent by weight of said composition and 99.9 to 20 percent by weight of one or more conventional cosmetic components.
- composition comprises 35 wt.% or more of the mixed acid triglyceride.
- the solid cosmetic preparation of the invention is so oily as to have a good spread and lustre and a high flexibility. It also has a reduced tendency to change in hardness with a temperature change, but no liability to deteriorate in quality owing to sweating or blooming.
- the preparation is of the pressed powder type, having an excellent impact resistance and a good feeling in use and developing no shininess.
- the solid cosmetic preparation of the invention may further include an alpha-mono(methyl-branched alkyl)glyceryl ether of the formula (1) in which m is an integrer of 2 to 14, n is an integer of 3 to 11 and the total of m and n is 9 to 21.
- the preparation may further comprise a cholesteryl ester of a branched fatty acid of the formula (2) in which R is a saturated aliphatic hydrocarbon group having 11 to 23 carbon atoms and at least one alkyl substituent between the carboxyl-bonded position and the center of the main chain thereof.
- the solid cosmetic prepration provides preferable embodiments which further comprise the above shown glyceryl ether (1) and/6r the above defined cholesteryl ester (2).
- the embodiments provide a satisfactory shape retention, feeling in use, finish and wear.
- plastic fat used in the present invention when blended in a cosmetic preparation, exerts a remarkable feeling- improving effect including very good spread and soft touch in application thereof to the skin. It has also been found that the finish and wear are improved to some extent, but the improving effect is yet insufficient and unsatisfactory.
- Utilization of an a-mono(methyl-branched alkyl)glyceryl ether in a cosmetic preparation as used in the present invention has already been disclosed in Japanese Patent Laid-Open No. 120,508/ 1982, which teaches that the utilization prevents deterioration of the appearance quality, reduction in the breaking strength, and worsening of feeling in use caused by sweating and blooming during the storage of a bar-like cosmetic preparation. It has also been found that the finish and wear are improved to some extent, but the improving effect is yet insufficient and unsatisfactory.
- the inventors of the present invention has found that blending of the above-mentioned plastic fat together with an a-mono(methyl-branched alkyl)-glyceryl ether in a cosmetic preparation provides a marked synergistic effect.
- the plastic fat to be contained in the cosmetic preparation of the present invention mainly consists of a mixed acid triglyceride of a di-saturated and mono-unsaturated type mainly having two straight-chain saturated acyl groups in the molecule. At least one of the straight-chain saturated acyl groups in the mixed acid triglyceride has 20 or more carbon atoms, preferably 20 to 26 carbon atoms, while the other straight-chain saturated acyl group has 16 or more carbon atoms, preferably 16 or 26 carbon atoms.
- the unsaturated acyl group has 16 to 22 carbon atoms. Above all, it is more preferred that both of the two straight-chain saturated acyl groups have 20 to 26 carbon atoms.
- the remaining component of the plastic fat is triglycerides comprising, as the constituent fatty acids, straight chain saturated fatty acids having 8 or more carbon atoms and/or unsaturated carbon atoms having 8 or more carbon atoms.
- the preferred number of carbon atoms in those fatty acids is 16 to 24. Where the number of carbon atoms in the constituent fatty acid is 8 or less, there arise fears of bad smell and skin stimulation caused by hydrolysis..
- the term "mainly consisting of a mixed acid triglyceride of a saturated fatty acid having 20 or more carbon atoms and an unsaturated fatty acid having 16 to 22 carbon atoms” is intended to mean that it is the most abundant component of triglycerides with a content of the above-mentioned mixed acid triglyceride of the di-saturated and mono-unsaturated type in the plastic fat of usually about 35% or more, preferably 45% or more.
- Unsaturated fatty acids with 16 to 22 carbon atoms which can constitute the above-mentioned plastic mixed acid triglyceride include oleic, linolic, and linolenic acids, the bonding position of which may be either an a position or a 0 position, preferably both of them to provide a mixture.
- the position and number of unsaturated bonds in the unsaturated fatty acids are not limited, the preferred number of the unsaturated bonds is 1 or 2 from the viewpoint of oxidation stability.
- Usable straight-chain saturated fatty acids with 20 or more carbon atoms include arachic and behenic acids. The especially preferred number of carbon atoms in them is in a range of 20 to 26, out of which slightly poor flexibility may ensue. Where the number of carbon atoms is 18 or less, the crystallinity is apparently high to lead to brittleness, with the result that the above-mentioned performance cannot be exhibited when blended into a solid cosmetic preparation.
- the content of the above-mentioned plastic fat in the solid cosmetic preparation of the present invention is different depending on the shape of the preparation, and can be in a range of 0.1 to 80 wt.%, preferably 0.2 to 50 wt.% in usual. When it is below the range, no sufficient effect can be secured. On the other hand, when it is above the range, the effect is saturated only with an economical disadvantage, and the feeling in use is deteriorated with poor spread, etc. due to the appearance of the properties of the plastic fat itself in the cosmetic preparation, to the detriment of the performance of the cosmetic preparation.
- the process of preparing the plastic fat to be used in the present invention is not particularly limited.
- the plastic fat can be obtained according to, for example, the process disclosed in Japanese Patent Laid-Open No. 53,598/1985.
- Preferred a-mono(methyl-branched alkyl)-glyceryl ethers represented by the formula (1) to be used in the present invention are those having a sum of m and n of 13 to 17 (namely a total number of carbon atoms in the alkyl'group of 16 to 60). More preferred are those having a sum of m and n of 15 (namely a total number of carbon atoms in the alkyl group of 18).
- the branched methyl group is preferably positioned close to the center of the main alkyl chain.
- the content of the above-mentioned a-mono-(methyl-branched alkyl)glyceryl ether in the solid cosmetic preparation is different depending on the shape of the preparation, and can be in a range of 0.1 to 10 wt.%, preferably 0.5 to 8 wt.% in usual. When it is below the range, no sufficient effect can be secured. On the other hand, when it is above the range, an influence on the physical properties , of the fat appears, and there may arise a problem of shape retention, including a decreased breaking strength, for example, in the case of lipsticks.
- a process of preparing an a-mono(methyl-branched alkyl)glyceryl ether to be used in the present invention is disclosed in Japanese Patent Laid-Open No. 133,281/1981.
- the process of preparing an a-mono(methyl-branched alkyl)glyceryl ether to be used in the present invention is not limited to this.
- Branched fatty acids (RCOOH) to be used in the preparation of the cholesteryl ester of the branched fatty acid that may be used in the present invention include those having 12 to 24 carbon atoms (11 to 23 carbon atoms in R). Preferred are those having 14 to 20 (13 to 19 carbon atoms in R).
- the branched fatty acid is a saturated one having at least one alkyl substituent between the carboxyl group-bonded position and the center of the main chain.
- Such branched saturated fatty acids are easily obtained from raw materials in the petrochemical and fat industries.
- Such branched saturated fatty acids obtained from raw materials in the petrochemical industry include those having a side chain at the a position and represented by the following formula: (wherein R 1 and R 2 are each a straight-chain or branched saturated aliphatic hydrocarbon group, and the sum of carbon atoms in R 1 and R 2 is 12 to 18).
- branched saturated fatty acids having a side chain at the a position include 5,7,7-trimethyl-2-(1,3,3-trimethylbutyl)octanoic, 2-heptylundecanoic, 2-hexyldecanoic, 2-octyldodecanoic and 2-pentylnonanoic acids.
- methyl-branched fatty acids is methyl-branched isostearic acid obtained as a by-product in the production of a dimer of oleic acid.
- methyl-branched isostearic acid obtained as a by-product in the production of a dimer of oleic acid.
- its isopropyl ester is commercially available (Emery Industries, Inc., USA, etc.).
- the cholesteryl ester of the branched fatty acid that may be contained in the cosmetic preparation of the present invention is prepared from the above-mentioned branched fatty acid or a derivative thereof and cholesterol according to a customary ester preparation process.
- the content of the above-mentioned cholesteryl ester of the branched fatty acid in the solid cosmetic preparation is different depending on the shape of the preparation, and can be in a range of 0.01 to 50 wt.%, preferably 0.03 to 30 wt.% in usual. When it is below the range, no sufficient effect can be secured. On the other hand, when it is above the range, the effect is saturated only with an economical disadvantage, and problems including appearance of stickiness are liable to arise due to the appearance of the properties of the cholesteryl ester of the branched fatty acid itself.
- a process of preparing the cholesteryl ester of the branched fatty acid that may be used in the present invention is disclosed in Japanese Patent Laid-Open No. 65,900/1981.
- the process of preparing the cholesteryl ester of the branched fatty acid is not limited to this.
- the production of the solid cosmetic preparation of the present invention is conducted according to a customary process except for incorporation of the above-mentioned components in respective blending amounts into the formulation of the cosmetic preparation.
- the above-mentioned amounts of the plastic fat, the a-mono(methyl-branched alkyl)-glyceryl ether, and the cholesteryl ester of the branched fatty acid, as well as oily base materials such as fat or oil and wax are molten by heat, and admixed with an arbitrary component such as a pigment, a perfume, or a pharmaceutical ingredient according to need till homogeneity is attained.
- the obtained mixture is cast into a mold, and cooled to be solidified and formed into a bar-like product.
- Oily base materials that can be used in the present invention include solid or semi-solid oily base materials such as carnauba wax, candelilla wax, rice wax, Japan wax, beeswax, ceresin wax, microcrystalline wax, paraffin wax, hardened tallow, hardened castor oil, hardened jojoba oil, lanolin, and vaseline; and liquid oily base materials such as liquid paraffin, squalane, olive oil, castor oil, jojoba oil, silicone oil, and synthetic ester oils.
- solid paraffin, beeswax, cacao butter, an aliphatic acid and a higher alcohol may be used.
- Typical components include coloring materials such as inorganic pigments including iron oxide and titanium oxide, and lake pigments; various oily pharmaceutical ingredients such as anti-oxidizing agents, antiphlogistic agents, vitamins, and antibacterial agents; and talc, kaolin, metallic soaps, mica powder, sericite, and nylon powder.
- Cosmetic preparations obtained in such a way include all types of bar-like solid or semi-solid cosmetic preparations such as lipsticks, lip cream, stick eye shadow, cosmetic pencils, and stick pomade.
- a mixed oil composed of 50 wt.% of triglyceride of behenic acid and 50 wt.% of safflower oil was reacted in the presence of a sodium methylate catalyst in an amount of 0.1 wt.% based on the oil at 80°C for 30 minutes to obtain an ester-exchanged oil.
- This ester-exchanged oil was dissolved in n-hexane in an amount of 4 ml per g of the oil, followed by cooling from 40°C to 28°C with stirring.
- the precipitated high-melting part mainly composed of a trisaturated triglyceride (yield: 14% based on the ester-exchanged oil) was filtered off.
- the solvent was distilled off from the filtrate according to a customary method.
- the residue was dissolved in acetone in an amount of 5.ml per g of the residue, followed by cooling from 30°C to 10°C with stirring.
- the precipitated desired fraction was collected
- a mixed oil composed of 50 wt.% of a triglyceride of a high-boiling fraction of an extremely hardened fish oil fatty acid as the raw material and 50 wt.% of.safflower oil was reacted in the presence of a sodium methylate catalyst in an amount of 0.1 wt.% based on the oil at 80°C for 30 minutes to obtain an ester-exchanged oil.
- This oil was dissolved in acetone in an amount of 5 ml per g of the oil at 60°C, followed by cooling to 25°C with stirring.
- the precipitated high-melting part mainly composed of a trisaturated triglyceride (yield: 15% based on the ester-exchanged oil) was removed.
- the filtrate was cooled to 3 to 5°C with stirring.
- the precipitated desired fraction (medium-melting fraction) was collected.
- a mixed oil composed of 50 wt.% of an extremely hardened high-erucin rapeseed oil and 50 wt.% of safflower oil was subjected to the same ester exchange as in Synthesis Example 2.
- the obtained ester-exchanged oil was dissolved in acetone in an amount of 5 ml per g of the oil at 60°C, followed by cooling to 35°C with stirring.
- the precipitated high-melting part mainly composed of a trisaturated triglyceride (yield: 26% based on the ester-exchanged oil) was filtered off. The filtrate was cooled to 10°C with stirring. The precipitated crystals were collected.
- the solvent was distilled off from the fraction. Deodorizing was effected according to a customary method. Thus Plastic Triglyceride d was obtained.
- a mixed oil composed of 50 wt.% of triglyceride of behenic acid and 50 wt.% of olive oil was subjected to the same ester exchange as in Synthesis Example 2, followed by solvent fractionation.
- Thus desired Plastic Triglyceride e was obtained.
- Lipsticks having compositions as shown in Table 5 were prepared, and evaluated as to performance by 10 professional panellists.
- Specimens of the lip creams as shown in Tables 3 and 5, and the lipsticks A, B, G, and H of the present invention and comparative lipsticks C, D, and J as shown in Table 7 were examined as to occurrence or non-occurrence of sweating or blooming.
- the occurrence of sweating was judged by visually observing the state of sweating after a specimen was allowed to stand at 5°C for 4 hours and at 35°C at 60 RH for 4 hours, while that of blooming was judged by visually observing the state of a specimen after it was allowed to stand at 35°C for 8 hours and at 5°C for 24 hours.
- the results are shown in Table 7.
- the hardness and smoothness of a core can be controlled by the ratio of the wax to the oil components.
- use of a low- melting wax provides a soft bore without gritty touch, but is liable to cause poor smoothness because of its viscosity.
- This liability can be moderated to some extent by the use of a triglyceride of a straight-chain saturated fatty acid having a sharp melting point around the body temperature. However, this effect is not sufficient.
- Blending of a plastic mixed acid triglyceride can provide a pencil-type cosmetic preparation having soft touch and excellent smoothness, as is understood from Table 9.
- Powdery components were stirred and mixed, and sprayed with oily components which were heated and homogeneously dissolved, followed by further stirring. Thereafter, the resulting mixture was pulverized and compression-molded with a molding machine to obtain a solid powder eye shadow.
- the preparations according to the present invention containing a plastic triglyceride not only had high impact resistances but also were good in falling off and bonding. They showed no shininess. Thus, they exhibited excellent performances.
- Components listed in Table 12 were heated at 80°C and homogeneously mixed, cast into a mold, and cooled to be solidified to prepare lipsticks.
- the performance evaluation of.them was conducted by 10 professional panellists.
- Eyebrow pencils having compositions as shown in Table 14 were prepared according to the method as described below. The performance evaluation of them was conducted by 10 professional panellists.
- Components were heated at 80°C and repeatedly kneaded with a roll mill.
- the kneaded mass was cooled to room temperature and extruded into a core from a nozzle with a compression injection machine.
- the core was mounted on a wooden part having a groove with a core shape, followed by .bonding, combining, and cutting. Thus a pencil-shaped product was prepared.
- Example 8 solid powder eye shadow
- Solid powder eye shadows having compositions as shown in Table 16 were prepared according to the method as described below. The impact resistance evaluation of them as well as the performance evaluation of them by 10 professional panellists was conducted.
- Components listed in Table 18 were heated at 80°c and homogeneously mixed, cast into a mold, and cooled to be solidified to prepare lipsticks. The performance evaluation of them was conducted by 10 professional panellists.
- Eyebrow pencils having compositions as shown in Table 20 were prepared according to the method as described below. The performance evaluation of them was conducted by 10 professional panellists.
- Components were heated at 80°C and repeatedly kneaded with a roll mill.
- the kneaded mass was cooled to room temperature and extruded into a core from a nozzle with a compression injection machine.
- the core was mounted on a wooden part having a groove with a core shape, followed by bonding, combining, and cutting. Thus a pencil-shaped product was prepared.
- Solid powder eye shadows having compositions as shown in Table 22 were prepared according to the method as described below. The impact resistance evaluation of them as well as the performance evaluation of them by 10 professional panellists was conducted.
- Powdery components were stirred and mixed, and sprayed with oily components which were heated and homogeneously dissolved, followed by further stirring. Thereafter, the resulting mixture was pulverized and compression-molded with a molding machine to obtain a solid powder eye shadow.
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- General Health & Medical Sciences (AREA)
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- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
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- Fats And Perfumes (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| MYPI87000624A MY101733A (en) | 1985-03-13 | 1987-05-11 | Solid cosmetic preparation. |
Applications Claiming Priority (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP5012485A JPS61210017A (ja) | 1985-03-13 | 1985-03-13 | 固型化粧料 |
| JP50124/85 | 1985-03-13 | ||
| JP19697385A JPS6256412A (ja) | 1985-09-06 | 1985-09-06 | 固型化粧料 |
| JP19697485A JPS6256416A (ja) | 1985-09-06 | 1985-09-06 | 固型化粧料 |
| JP196974/85 | 1985-09-06 | ||
| JP196973/85 | 1985-09-06 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| EP0194887A2 true EP0194887A2 (de) | 1986-09-17 |
| EP0194887A3 EP0194887A3 (en) | 1988-03-09 |
| EP0194887B1 EP0194887B1 (de) | 1990-08-29 |
Family
ID=27293860
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP86301827A Expired - Lifetime EP0194887B1 (de) | 1985-03-13 | 1986-03-13 | Festes kosmetisches Präparat |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US5011680A (de) |
| EP (1) | EP0194887B1 (de) |
| DE (1) | DE3673669D1 (de) |
| ES (1) | ES8800125A1 (de) |
| HK (1) | HK4991A (de) |
| MY (1) | MY101733A (de) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0196780A3 (en) * | 1985-03-01 | 1988-07-13 | Kao Corporation | Fat blooming inhibitor |
| EP0427309A3 (en) * | 1989-11-09 | 1991-12-18 | Unilever Nv | Fats obtained from rapeseed |
| EP1033126A1 (de) * | 1999-03-04 | 2000-09-06 | L'oreal | Kosmetische Pulverzusammensetzung enthaltend einen Fettsäureester oder Fettalkoholester |
| WO2022048939A1 (en) * | 2020-09-01 | 2022-03-10 | Basf Se | Triglyceride of docosanoic acid / at least one long chain fatty acid and hair styling and restyling composition comprising the same |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0653650B2 (ja) * | 1990-11-02 | 1994-07-20 | 花王株式会社 | 毛髪化粧料 |
| JPH08501555A (ja) * | 1992-09-21 | 1996-02-20 | ザ、プロクター、エンド、ギャンブル、カンパニー | モイスチャライジング口紅組成物 |
| CA2107253C (en) * | 1992-12-15 | 1998-04-21 | Anthony Castrogiovanni | Cosmetic compositions with improved transfer resistance |
| US5955624A (en) * | 1994-08-03 | 1999-09-21 | Cell Therapeutics, Inc. | Growth stimulating factors |
| US5798386A (en) * | 1994-08-03 | 1998-08-25 | Cell Therapeutics, Inc. | Angiogenic lipid formulations |
| USRE39218E1 (en) | 1994-09-30 | 2006-08-01 | L'oreal | Anhydrous and water-resistant cosmetic compositions |
| CN1062129C (zh) * | 1995-09-14 | 2001-02-21 | 徐荣祥 | 药物基质及其用途 |
| TW513309B (en) * | 1998-07-01 | 2002-12-11 | Kao Corp | Powder-based solid cosmetic composition and preparation process thereof |
| US6471951B1 (en) * | 1999-04-30 | 2002-10-29 | Color Access, Inc. | Eyebrow pencil with agglomerated pigments |
| KR20010027942A (ko) * | 1999-09-16 | 2001-04-06 | 유상옥 | 입술용 화장품 조성물 |
| FR2822064A1 (fr) * | 2001-03-13 | 2002-09-20 | Oreal | Composition solide contenant au moins 75 % en poids de particules solides et de la matiere colorante |
| FR2822065A1 (fr) * | 2001-03-13 | 2002-09-20 | Oreal | Composition solide contenant des particules solides dont au moins une partie de fibres |
| FR2822058A1 (fr) * | 2001-03-13 | 2002-09-20 | Oreal | Composition solide contenant au moins 75 % en poids de particules solides et au moins une huile liquide non volatile |
| ES2647357T3 (es) * | 2001-09-29 | 2017-12-21 | Beiersdorf Ag | Barras cosméticas y dermatológicas |
| PL370164A1 (en) * | 2001-12-19 | 2005-05-16 | Unilever N.V. | Pourable fatty dispersions |
| US8613956B2 (en) * | 2008-06-23 | 2013-12-24 | International Flora Technologies, Ltd. | Cosmetic particles that transform from hard to soft particles comprising hydrogenated long-chain triglyceride oils |
| US20200306168A1 (en) * | 2019-03-28 | 2020-10-01 | Elc Management Llc | Color Cosmetic Composition Containing Wax Blend |
| US20200306155A1 (en) * | 2019-03-28 | 2020-10-01 | Elc Management Llc | Method Of Making A Color Cosmetic Composition Containing Wax Blend |
| TWI838504B (zh) * | 2020-03-27 | 2024-04-11 | 美商Elc管理公司 | 含有蠟共混物的彩色化妝品組合物 |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2876162A (en) * | 1957-02-21 | 1959-03-03 | Paul G Lauffer | Method of making an abrasion-resistant cosmetic film |
| LU67772A1 (de) * | 1973-06-08 | 1975-03-06 | ||
| FR2356411A1 (fr) * | 1976-07-02 | 1978-01-27 | Oreal | Rouges a levres |
| US4172149A (en) * | 1978-01-30 | 1979-10-23 | Westwood Pharmaceuticals, Inc. | Method for treating living skin exhibiting excessive sebum secretion |
| DE2942021A1 (de) * | 1979-10-17 | 1981-04-30 | Bristol Myers Co | Dermatologisches mittel |
| JPS5923320B2 (ja) * | 1979-10-31 | 1984-06-01 | 花王株式会社 | 分岐脂肪酸コレステリルエステル |
| JPS6027646B2 (ja) * | 1979-10-31 | 1985-06-29 | 花王株式会社 | 化粧料 |
| JPS56128707A (en) * | 1980-03-15 | 1981-10-08 | Kanebo Ltd | Powdery make-up |
| JPS6026367B2 (ja) * | 1980-11-21 | 1985-06-24 | 花王株式会社 | 化粧料 |
| JPS603362B2 (ja) * | 1981-01-21 | 1985-01-28 | 花王株式会社 | 棒状化粧料 |
| JPS57130909A (en) * | 1981-02-06 | 1982-08-13 | Nisshin Oil Mills Ltd:The | Cosmetic |
| US4383875A (en) * | 1981-08-26 | 1983-05-17 | Plough, Inc. | Method for making cosmetic pencils |
| JPS5927808A (ja) * | 1982-08-06 | 1984-02-14 | Shiseido Co Ltd | 口紅用組成物 |
| AT396746B (de) * | 1982-12-27 | 1993-11-25 | Greiter Ges M B H | Verfahren zur herstellung einer hautcreme |
| US4537766A (en) * | 1983-02-02 | 1985-08-27 | Plough, Inc. | Long-wearing eyeshadow compositions |
| US4726959A (en) * | 1985-03-01 | 1988-02-23 | Kao Corporation | Fat blooming inhibitor |
-
1986
- 1986-03-12 ES ES552946A patent/ES8800125A1/es not_active Expired
- 1986-03-13 DE DE8686301827T patent/DE3673669D1/de not_active Expired - Fee Related
- 1986-03-13 EP EP86301827A patent/EP0194887B1/de not_active Expired - Lifetime
-
1987
- 1987-05-11 MY MYPI87000624A patent/MY101733A/en unknown
-
1988
- 1988-06-15 US US07/208,792 patent/US5011680A/en not_active Expired - Fee Related
-
1991
- 1991-01-10 HK HK49/91A patent/HK4991A/en not_active IP Right Cessation
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0196780A3 (en) * | 1985-03-01 | 1988-07-13 | Kao Corporation | Fat blooming inhibitor |
| EP0427309A3 (en) * | 1989-11-09 | 1991-12-18 | Unilever Nv | Fats obtained from rapeseed |
| EP1033126A1 (de) * | 1999-03-04 | 2000-09-06 | L'oreal | Kosmetische Pulverzusammensetzung enthaltend einen Fettsäureester oder Fettalkoholester |
| FR2790386A1 (fr) * | 1999-03-04 | 2000-09-08 | Oreal | Composition cosmetique sous forme de poudre comprenant un ester particulier |
| US6517820B1 (en) | 1999-03-04 | 2003-02-11 | L'oreal S.A. | Cosmetic composition in the form of a powder comprising a specific ester |
| WO2022048939A1 (en) * | 2020-09-01 | 2022-03-10 | Basf Se | Triglyceride of docosanoic acid / at least one long chain fatty acid and hair styling and restyling composition comprising the same |
Also Published As
| Publication number | Publication date |
|---|---|
| ES8800125A1 (es) | 1987-11-01 |
| EP0194887B1 (de) | 1990-08-29 |
| DE3673669D1 (de) | 1990-10-04 |
| ES552946A0 (es) | 1987-11-01 |
| MY101733A (en) | 1992-01-17 |
| EP0194887A3 (en) | 1988-03-09 |
| HK4991A (en) | 1991-01-18 |
| US5011680A (en) | 1991-04-30 |
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